title: Multicomponent prins cyclization from allylsilyl alcohols leading to dioxaspirodecanes.
abstract: A multicomponent reaction for the preparation of dioxaspirodecanes starting from allylsilyl alcohols was achieved. The one-pot sequence involves the sequential acid-catalyzed reaction of an allylsilyl alcohol with an aldehyde to afford an alkenediol. The subsequent Prins cyclization of the homoallylic alcohol moiety generates a tetrahydropyranyl carbocation which is intramolecularly trapped by the second hydroxyl group. The chemoselectivity of the process shows dependence on the nature of the aldehyde and the concentration of the catalyst.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias, Campus Miguel Delibes , 47011 Valladolid, Spain.
authors.forename: Asunción
authors.initials: A
authors.lastname: Barbero
authors.forename: Alberto
authors.initials: A
authors.lastname: Diez-Varga
authors.forename: Francisco J
authors.initials: FJ
authors.lastname: Pulido
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000438:Alcohols; D012821:Silanes; D013141:Spiro Compounds